Texturing multiple chessboards
It seems you are trying to do illustration work on a 3D modeling tool. 

Inkscape could be a much more adequate program for this. You will get the additional benefit of clean, unpixelated vector graphics.

If you want to do it in Blender then I'd say take advantage of its powers.

Model a clean board as a separate recyclable object. Texture it using a procedural checker texture as Dontwalk mentioned (one less image texture and unwrapping needed); then duplicate it around your scene as desired.

Then model your chess pieces also each as a separate recyclable objects and place them on each board instance at the planned position; even if they are just a bunch of simple flat planes or circles.

You can take advantage of easy independent positioning for each, and use snapping for precise placement, no need for dozens of different textures. You can still use image based textures for each piece if you prefer, but taking advantage of modeling might produce better results depending on what visuals you are looking for.

This way, you wont have duplicate textures, needless duplication of information and manual work painting each scenario as a pixel based image in a painting program.

If you are looking for plain flat colors and simple visuals you might not even need formal rendering and can quickly capture images directly from the OpenGL viewport preview.